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内酯类

内酯类化合物是一类含有环状结构的化合物,通常通过一个碳氧双键将两个羟基连接在一个四元、五元或六元的内环中形成。这类化合物广泛存在于自然界中,并且在有机化学、化学化工以及生物医药领域有着重要的应用价值。

内酯的分类
  1. 按环大小划分:根据内酯环的大小,可以将其分为四元、五元和六元内酯。
  2. 按碳原子数划分:依据组成内酯的碳原子数量不同,可进一步划分为二、三、四等碳链长度不同的内酯。
结构特征
  • 内酯结构中通常包含一个或多个环状氧基团。其独特的环状结构使得它们在水溶液中能够以开环形式存在。
  • 在生物体内,某些内酯通过酶的催化作用可实现快速转化,在药物设计和研究领域具有重要应用价值。
应用
  1. 医药领域:许多抗生素、抗真菌药及抗癌药物都含有内酯结构。例如,四环素类抗生素就含有五元或六元内酯。
  2. 工业化学:内酯作为重要的化工原料,在合成树脂、塑料和涂料等领域有着广泛应用。
  3. 分析化学与生物传感器:利用内酯的可逆开环性质进行分析检测;通过构建特定识别分子对提高生物传感系统的特异性。
生物活性
  • 内酯化合物通常具有一定的药理活性,如抗炎、抗菌等作用。这与其独特的空间构象和极性有关。
  • 在细胞信号传导过程中,内酯的环开裂或闭合可以影响特定蛋白质之间的相互作用。

总之,内酯作为一种重要的化学结构单元,在多个领域发挥着不可替代的作用。

中文名称 英文名称 CAS号 化学式
—— 5-(3-Acetoxy-3-methylbutyl)-tetrahydro-2-furanone 110086-95-8 C11H18O4
—— methyl (4E,2S-trans)-tetrahydro-4-<iodo(trimethylsilyl)methylene>-5-oxo-2-pentyl-3-furancarboxylic acid 171016-47-0 C15H25IO4Si
—— (3aα,8aα)-2-oxooctahydro-2H-cyclohepta<b>furan-3α-carboxylic acid 65652-05-3 C10H14O4
—— (1S,6S)-6,8,8-Trimethyl-3-oxa-bicyclo[4.2.0]octane-2,4-dione 16680-24-3 C10H14O3
—— (1S,5S,8R)-8-(5-2'-tetrahydropyranyloxy-cis-2-pentenyl)-2-oxabicyclo<3.2.1>octan-3-one 223448-51-9 C17H26O4
—— (1R,4S,5R,6R,7R)-4-chloro-6-hydroxy-7-iodo-2-oxabicyclo<3.3.0>octan-3-one 162282-49-7 C7H8ClIO3
—— (3E,3aα,6aα)-hexahydro-3<iodo(trimethylsilyl)methylene>-2H-cyclopenta<b>furan-2-one 115377-16-7 C11H17IO2Si
—— (E)-α-(1'-chloroethylidene)-β-methyl-γ-butyrolactone 1019264-77-7 C7H9ClO2
—— Acetic acid (3aR,5R,6aS)-3a,4,4-trimethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-ylmethyl ester 73616-78-1 C13H20O4
—— 62873-22-7 C11H14O2
—— (R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(1-iodo-ethyl)-tetrahydro-pyran-2-one 135677-43-9 C13H25IO3Si
—— hexahydro-2-oxa-3-methoxy-3-phenylpentalen-1-one 118577-46-1 C14H16O3
—— 5-methyl-3-(1-phenyl-ethyl)-dihydro-furan-2-one 859191-29-0 C13H16O2
—— (+)-(3aR,4R,8bS)-4-hydroxy-8,8-dimethyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 247937-32-2 C13H18O3
—— methyl (3aS,3bR,5S,6aR,7aS)-5-hydroxy-1-oxo-5-(trimethylsilylmethyl)-3a,4,6,6a,7,7a-hexahydro-3H-pentaleno[1,2-c]furan-3b-carboxylate 203188-68-5 C16H26O5Si
—— (3R,4R,5R)-methyl 5-benzyl-4-(trifluoromethyl)-tetrahydro-2-oxo-2H-pyran-3-carboxylate 1246956-40-0 C15H15F3O4
—— 15-oxa-dispiro[6.0.6.2]hexadecan-16-one 51175-28-1 C15H24O2
—— 4R-aminomethyl-5S-triisopropylsilanyloxymethyl-dihydro-furan-2-one 848413-93-4 C15H31NO3Si
—— 1026661-30-2 C20H32O4
—— 5-[1-[tert-butyl(dimethyl)silyl]oxyethyl]oxolan-2-one 290833-40-8 C12H24O3Si
—— (1S,2R)-2-Phenyl-cyclopropane-1,1-dicarboxylic acid ((R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl) ester 138770-18-0 C17H18O6
—— 8-O-acetylmonacolin J 79902-43-5 C21H30O5
—— 4-Imino-5,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 26536-76-5 C9H13NO4
—— 5-ethyl-6-methoxy-hexahydro-pyrano[3,4-<i>c</i>]pyran-1-one 2605-43-8 C11H18O4
—— (4R,5R,6R)-4-methyl-6-phenyl-5-[(4S)-4-propan-2-yl-2-sulfanylidene-1,3-thiazolidine-3-carbonyl]oxan-2-one 140160-05-0 C19H23NO3S2
—— (4,6-dimethyl-2-oxo-tetrahydro-pyran-3-yl)-glyoxylic acid ethyl ester 99862-16-5 C11H16O5
—— (S)-4-acetoxy-methyl-dihydrofuran-2-one 133644-77-6 C7H10O4
—— 4,5-dihydro-7α-hydroxyfrullanolide 1245716-43-1 C15H22O3
—— 4-Hydroxy-5-oxo-3-(pyrrolidine-1-carbothioylsulfanyl)-2-(pyrrolidine-1-carbothioylsulfanylmethyl)-2,5-dihydro-furan-2-carboxylic acid ethyl ester 577953-30-1 C18H24N2O5S4
—— <i>D</i>-<i>threo</i>-<i>L</i>-<i>ido</i>-octonic acid 4-lactone 5346-80-5 C8H14O8
—— 8-phenyl-1-oxaspiro[4.5]decan-2-one 1411702-69-6 C15H18O2
—— (S)-9-oxo-4-nonanolide 685835-23-8 C9H14O3
—— {(2R,4S)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-oxo-tetrahydro-pyran-4-yl}-acetic acid ethyl ester 143521-71-5 C28H38O5Si
—— 1,8-dioxa-2,9-dioxo-3,10-dimethylene cyclotetradecane 132841-93-1 C14H20O4
—— 4-(bromomethyl)-1,5-dioxonan-6-one 1401441-60-8 C8H13BrO3
—— (3aR,4R,5R,6aS)-4-[(3S)-3-Cyclohexyl-3-hydroxypropyl]-hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one 170552-07-5 C16H26O4
—— 6β,7β:15β,16β-dimethylene-1α,2α-epoxy-3-oxo-17α-pregn-4-ene-21,17-carbolactone 95218-12-5 C24H28O4
—— (4R,5S,6S,7R,8S,10R)-1-oxo-3,10-epoxy-5-hydroxy-8-methacryloyloxygermacra-2,11(13)-dien-12,6-olide 1365999-79-6 C19H22O7
—— (3E,3aα,6aα)-hexahydro-3-(aziodomethylene)-2H-cyclopenta<b>furan-2-one 155521-69-0 C8H9N3O2
—— [(1R,2S,3S,8R,10S)-3-[(2-methylpropan-2-yl)oxy]-12-oxo-7,11-dioxa-6-azatricyclo[6.4.0.02,6]dodecan-10-yl]methyl acetate 442911-35-5 C16H25NO6
—— [4,4-Dimethyl-2-(2-oxo-tetrahydro-furan-3-ylmethyl)-cyclopent-(E)-ylidene]-acetic acid methyl ester 128593-85-1 C15H22O4
—— [1aα(S*),3aβ,6aβ,6bα]-1a-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylbutyl]hexahydro-2-methylenoxireno[e]benzofuran-5(2H)-one 66365-22-8 C20H34O4Si
—— (+)-(3aS,5R,8bR)-5-acetoxy-8,8-dimethyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 247937-26-4 C15H20O4
—— 3,4-dibenzyl-5,6-dioxo-tetrahydro-pyran-2-carboxylic acid 102078-20-6 C20H18O5
—— 3-Methyl-6,6-pentamethylen-tetrahydropyrandion-(2,4) 1658-22-6 C11H16O3
—— (+/-)-(3aR*,8S*,8bS*)-3-hydroxymethylene-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 198642-01-2 C13H16O3
—— rac-(3R,3aS,4S,7R,7aS,8S)-3-butyl-8-phenyl-2,3,4,7-tetrahydro-1H-4,7-methano-3a,7a-(methanooxymethano)indene-1,10-dione 121256-24-4 C22H24O3
—— methyl 4-{(1S,5R)-5-[(1R)-1-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]-3-oxo-4-oxanyl}but-2-enoate 207303-13-7 C19H34O5Si
—— (3R,4S,5S)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one 200809-90-1 C24H51N3O5Si3
—— α-Benzyliden-γ,γ-dimethyl-γ-butyrolacton 66341-25-1 C13H14O2